2-MORPHOLINOACETAMIDE synthesis
- Product Name:2-MORPHOLINOACETAMIDE
- CAS Number:5625-98-9
- Molecular formula:C6H12N2O2
- Molecular Weight:144.17
Yield:5625-98-9 73%
Reaction Conditions:
Stage #1: morpholinewith potassium carbonate in tetrahydrofuran at 20; for 0.333333 h;
Stage #2: bromo-acetic acid amide in tetrahydrofuran; for 15 h;
Steps:
General syntheses of the ligands 2,2′-piperazine-1,4-diyldiacetamide, L1
General procedure: (0.86 g, 10 mmol) piperazine was dissolved in THF and (2.76 g, 20 mmol) potassium carbonate was added and mixture was stirred at room temperature for 20 min and then (2.90 g, 21mmol) 2-bromoacetamine was added. The mixture was stirred for 15 h and the completion of the reaction was monitored by TLC analysis and upon the completion, the solid was filtered with sintered glass funnel. The filtrate was evaporated by rotary evaporator and the residue was dried in vacuum desiccator. The best yields of the desired products were obtained when the reaction was carried out in THF at room temperature with a 1:2 mole ratio of the reagents. Formation of HBr is eliminated with subsequent treatment of this salt with saturated aqueous sodium carbonate. The white crystals were obtained. The compound was characterized using different spectroscopic techniques, including IR, NMR and MS, elemental analyses. Reaction scheme is given in Scheme 1. (0005) Yield: 77%, 1.6g. Anal. calcd. for C8H16N4O2, (200.24g/mol): C 47.99%; H 8.05%; N 27.98%. Found: C 47.83%; H 8.14%; N 27.82%. FT-IR (KBr, cm-1): 1675 ν(C=0, amide), 3323, 3213, 3146 ν(N-H). 1H NMR (δ, ppm, CD3OD): 7.33 (NH2, s, 4H), 3.91(s, CH2-N, 4H), 3.50-3.60 (d t, piperazine ring, 8H), 13C NMR (δ, ppm, CDCl3): 167.89 (C=O), 56.79 (CH2-N, 2C), and 49.74 (piperazine ring, 4C). GS MS (E, m/z): [M] +, 200.99.
References:
Kacan, Mesut;Turkyilmaz, Murat;Karabulut, Ferhat;Altun, Ozlen;Baran, Yakup [Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2014,vol. 118,p. 572 - 577]
5807-02-3
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$12.00/500mg
5625-98-9
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$45.00/10mg